Methylglyoxal → 2-Methyl-6-fluoroquinoxaline

HRID 422385Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 422385
O=[C:2]([CH3:5])[CH:3]=O.[F:6][C:7]1[CH:8]=[C:9]([NH2:14])[C:10]([NH2:13])=[CH:11][CH:12]=1>O>[F:6][C:7]1[CH:8]=[C:9]2[C:10](=[CH:11][CH:12]=1)[N:13]=[C:2]([CH3:5])[CH:3]=[N:14]2

Komponenten

4

Edukt 2

HCID 880MethylglyoxalHCID 1645844-Fluorobenzene-1,2-diamine

Produkt 1

HCID 133808502-Methyl-6-fluoroquinoxalineAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A solution of 2-oxo-propionaldehyde (0.19 mL, 1.20 mmol) and 4-fluoro-benzene-1,2-diamine (150 mg, 1.19 mmol) in water (1.3 mL) was placed in a microwave tube and heated for 1 min at 150 W. Then the reaction mixture was diluted with water and extracted twice with AcOEt. The organic phase was washed with water, brine, dried over MgSO4, filtered and evaporated. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 154 mg (0.95 mmol; 80%) of 6-fluoro-2-methyl-quinoxaline.

Aufarbeitung

  1. temperatureheated for 1 min at 150 W
  2. extractionextracted twice with AcOEt
  3. washThe organic phase was washed with water, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-62208cdc0e014334bcc4ee0a817468e1
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101637B2

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